Hawaii Island Hopping

Discover the distinct spirit of each Hawaiian island through a thoughtfully curated journey—designed to reveal the most captivating landscapes, meaningful encounters, and authentic moments along the way.

Oahu, Big Island, Maui
9 nights private tour from £10,600 per person
Hawaii Island Hopping

Journey highlights

  • Take surf or stand-up paddleboarding lessons on Oahu’s iconic North Shore.

  • Experience a breathtaking helicopter flight over Hawaii’s active volcanoes.

  • Enjoy a sunset catamaran cruise with a unique opportunity to snorkel alongside manta rays.

  • Swim beneath waterfalls and embark on a scenic hike along the legendary Road to Hana.

Our tailor made journeys include:

  • Your dedicated Travel Consultant who will take care of arrangements
  • Private international airport transfers in destination
  • Your own private, English-speaking local guides
  • Unique experiences, hand-picked by our Journeys team
  • Entrance to must-see local sites
  • Dedicated 24/7 team providing in-country support and guidance
  • Complimentary access to My Scott Dunn – industry-leading travel app providing pre-departure information and in-journey support

When to visit

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Hawaii is a year round destination with a tropical climate, with the very best months being April to September. Temperatures are high throughout the year but never excessive, as humidity levels are manageable. There is a rainy season from December to March which is also ironically, the tourism high season, when the scenery is at its most lush and long, hot days break up the rainy spells.

Itinerary

Day 1-3

Oahu, Hawaii, United States of America

After arriving at the airport, pick up your rental vehicle and drive to your hotel to settle in.

 

In the afternoon, meet your guide for an exciting adventure along Oahu’s iconic North Shore—home to some of the most legendary waves on the planet. If a perfect wave exists, it’s likely found here. During the winter months, these towering, glassy swells draw world-class surfers from around the globe. Your guide will take you to one of the top beaches for a surfing lesson, or if you prefer a calmer experience, you can explore tranquil tributaries with a Stand-Up Paddle (SUP) board session. After your lesson, make your way to the charming Haleiwa Town. Browse local boutiques, enjoy a fresh island-style lunch, and cool off with a classic rainbow-flavored shave ice. The rest of your afternoon and evening are free to relax and explore at your own pace.

 

The next day, you will join your expert guide to embark on a half-day tour of Pearl Harbor and the Arizona Memorial, the final resting place for the 1,102 U.S. sailors and Marines killed during the surprise attack by Japanese forces on December 7, 1941 that secured U.S. involvement in World War II.

 

During your tour, your guide will paint the picture of what happened on that fateful day on the walk of remembrance and at the two memorial museums. During this time you will discuss the events leading up to the war, the attack itself, and significant battles during the war.

Accommodation: Ritz Carlton O'Ahu, Turtle Bay ( 2 nights )
Day 3-6

Big Island, Hawaii, United States of America

This morning, depart your hotel and head to the airport for a short flight to the Big Island.
Upon arrival, collect your rental vehicle and make your way to your hotel.

 

Larger than all the other Hawaiian islands combined, the Big Island is a land of striking contrasts and extraordinary volcanic landscapes. It's the heart of Hawaii’s volcanic activity and offers an incredible range of environments to explore. After checking in, take some time to settle in and start discovering the unique charm of your new surroundings.

 

The next morning, set out on an adventurous hike to explore the upper slopes of Kona’s own volcano, Hualalai.

 

As you ascend, enjoy breathtaking views of the coastline and gain rare access to sites of historic eruptions dating back to the 1800s. Following your exploration, make the scenic drive back across the island to your resort on the Kona side. The rest of the evening is yours to unwind and enjoy at your leisure.

 

On day 5, head to Kona Airport to check in for an unforgettable small-group helicopter tour around the Island of Hawai‘i—an adventure of a lifetime!

 

Take in sweeping aerial views of the Kona coffee region before soaring along the slopes of Mauna Loa. You'll witness the dramatic beauty of the world’s most active volcano, fly above volcanic craters, glide past cascading waterfalls, and take in the island’s lush landscapes and pristine beaches from above. After landing, step aboard your private catamaran and set sail just in time to catch the stunning Kona sunset. As twilight deepens and the stars begin to appear, prepare for a truly magical experience—a private night snorkel with manta rays. These gentle giants, with wingspans reaching up to 20 feet, gracefully glide through the waters off the Kona Coast, offering an up-close encounter you’ll never forget.

Accommodation: Fairmont Orchid ( 3 nights )
Day 6-10

Maui, Hawaii, United States of America

Today, spend your morning at leisure, enjoying the island at your own pace.


 

In the early afternoon, make your way to the airport for your flight to Maui. Upon arrival, pick up your rental vehicle and head to your hotel.

 

After checking in and taking some time to refresh, the rest of the day is yours to relax or explore as you wish.

 

Early the next morning, your driver-guide will pick you up for a day filled with adventure and breathtaking views along the iconic Road to Hana, including a loop around the entire mountain!

 

If you’re hungry, your first stop will be at a beloved local spot for breakfast. Along the journey, your guide will make several stops, giving you plenty of time to explore highlights such as the Ke‘anae Peninsula, Hanawi Falls, and the stunning black sand beach at Wai‘anapanapa.

 

For lunch, enjoy a relaxing break in the open-air dining room at Travaasa Hana Hotel, where the views are as incredible as the meal. Throughout the trip, you’ll be treated to scenic vistas of waterfalls, lush valleys, and dramatic seascapes.

 

Return to your hotel around 5 p.m., with the rest of the evening free to unwind or explore at your leisure.

 

On day 8, set out on a private kayaking adventure to explore the breathtaking beauty of Turtle Town.

 

As you paddle through crystal-clear waters, take in panoramic views of Haleakala’s summit, Molokini Crater, Pu‘u Olai, the Makena/Wailea coastline, and neighboring islands—including the Big Island. Along the way, your guide will lead you to one of Turtle Town’s many snorkel spots, where you can dive in and discover the vibrant underwater world teeming with marine life. After your tour, return to your hotel and enjoy the rest of the afternoon at your leisure.

 

The next day is yours to enjoy at your leisure—relax and make the most of your hotel’s luxurious amenities.

 

In the evening, immerse yourself in Hawaiian culture with an authentic luau experience. This traditional celebration features lively entertainment, mouthwatering island cuisine, and, of course, the enchanting sounds of Hawaiian music and the graceful artistry of hula dancing.

 

On your last day, after you check out of your hotel, you will drive to the airport in time for your flight home.

Accommodation: Fairmont Kea Lani ( 4 nights )
Hawaii Island Hopping
Hawaii Island Hopping

We design each itinerary around you, so this suggested itineraryis a starting point that we can tweak or transform into something completely bespoke to you. Call us on 020 8682 5030 to start planning your holiday.

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